Winter Haven, FL 55+ Retirement Communities and Homes

55+ Communities, also called 55 Plus Communities, are active retirement havens for adults, offering varied amenities and housing from golf course homes to serene city living among like-minded neighbors. They typically include pools, Pickleball, Shuffleboard, tennis courts, clubhouses with kitchens, and championship golf courses in gated, resort-like environments.

Central Florida is dominated by Orlando, the most popular destination in Florida, due to Walt Disney World, Universal Studios, SeaWorld, and other attractions. It also includes Daytona Beach, sometimes referred to as "the world's most popular beach."

130 homes | « Prev Next »
Bedrooms

Bathrooms
Square Feet
-

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1540 Sq. Ft.

3000 US HWY 17/92 W, LOT #295
Haines City, FL 33844

Site # 0295 Addr: 3000 US HWY 17/92 W, LOT #295

Welcome to your dream home. This stunning property boasts abundant natural light throughout, making every room feel bright and airy. The open floor plan is perfect for entertaining with a spacious living room, dining area, and large kitchen featuring ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, Waterfront Living (or near)

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1352 Sq. Ft.

3000 US HWY 17/92 W LOT #639
Haines City, FL 33844

Site # 0639 Addr: 3000 US HWY 17/92 W LOT #639

Luxurious 2023 Clayton Home 2 Bedrooms, 2 Baths with a den. The main kitchen, dining and hallway boast new laminate flooring. Natural lighting throughout the interior. The exterior features, a spacious storage shed, new landscaping, irrigation system ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, Waterfront Living (or near)

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1248 Sq. Ft.

77 PINE LANE
Lake Alfred, FL 33850

Site # 0077 Addr: 77 PINE LANE

This move-in ready, 3 bed/2 bath home with ample closet space is waiting for you to enjoy all the amenities at our premier 55+ community. Come sit on the lanai to savor a quiet evening in the beautiful Florida sunshine. The pass-through window from the ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1560 Sq. Ft.

150 Winterdale Dr. N
Lake Alfred, FL 33850

Site # 0189 Addr: 150 Winterdale Dr. N

Walk into this three bedroom home and there is no need to down size. The extra-large living room flows into the dining area and on into the kitchen which has lots of counter space and numerous cabinets for storage. The kitchen island also hosts a breakfast ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths

1701 W Commerce Ave Lot 116
Haines City, FL 33844

Rent includes lawn care, rubbish and tax pass-on charge

Beautiful home in A+ 55+ Community. Extensive renovations in last 3 years. New flooring T/O in 2022, New A/C in 2023, New Appliances in 2024, Whole house PVC plumbing upgraded in 2024, including HWH. Roof in 2017. Kitchen cabinets refaced and new stylish ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, All Age Communities

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1248 Sq. Ft.

1701 W Commerce Ave Lot 53
Haines City, FL 33844

Will pass a 4 point inspection, rent paid thru 12/31/2024!

The oversized screened sunroom opens through french doors into the large, inviting living room which flows into the Dining Room graced with built-in China Cabinets. The Galley Kitchen is remodeled with new appliances, countertops and cabinets. Beyond ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, All Age Communities

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 1 Baths | 624 Sq. Ft.

3000 US HWY 17/92 W, LOT #66
Haines City, FL 33844

Site # 0066 Addr: 3000 US HWY 17/92 W, LOT #66

This stunning home is truly a hidden gem and an absolute must-see! Nestled on a corner lot, it offers a serene escape with its beautiful screened-in porch, perfect for enjoying cool shade on those scorching days. Step inside to discover a fully remodeled ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, Waterfront Living (or near)

The Landings at Lake Henry - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 3136 Sq. Ft.

51 BUTLER BLVD.
Haines City, FL 33844

Site # 0051 Addr: 51 BUTLER BLVD.

Move in ready two-bedroom, two-bath + oversized Florida Room! This residence is partially furnished and offers a comfortable and convenient living experience. This well-maintained home with open concept allows for ample entertaining for both homeowner ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1152 Sq. Ft.

3000 US HWY 17/92 W, LOT #302
Haines City, FL 33844

Site # 0302 Addr: 3000 US HWY 17/92 W, LOT #302

This house is truly one in a million! It has 3 bedrooms and 2 bathrooms to start. The master bedroom is incredibly spacious, and my favorite part is its bathroom, complete with a garden tub for those relaxing days. The living room is generously sized ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, Waterfront Living (or near)

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1393 Sq. Ft.

3000 US HWY 17/92 W LOT #622
Haines City, FL 33844

Site # 0622 Addr: 3000 US HWY 17/92 W LOT #622

Get ready to make this house your home! Coming Soon 2 Bedrooms, 2 Bathrooms, plus an extra den Covered front porch for lazy Sunday mornings and evening chats Convenient storage shed for all your outdoor gear Carport to protect your vehicle from the ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, Waterfront Living (or near)

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1344 Sq. Ft.

150 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0150 Addr: 150 CYPRESS WAY

Golf cart included!!! Spacious 3 bedroom/2 bath has split floorplan with many great features and updates. A primary suite with 2 walk-in closets and dressing area in the ensuite bath. New central air 2022, new roof 2023 and new laminate flooring in living ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1196 Sq. Ft.

45 CREEK CIRCLE
Lake Alfred, FL 33850

Site # 0045 Addr: 45 CREEK CIRCLE

Location, location, location is everything with this home! Beautiful 2 bedroom / 2 bath home overlooks golf course and a short walk to clubhouse and pool. Home comes fully furnished. Spacious living room with skylights provides abundant Florida sunshine. ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1144 Sq. Ft.

112 Winterdale Dr. S
Lake Alfred, FL 33850

Site # 0198 Addr: 112 Winterdale Dr. S

Welcome to this lovely 3 bedroom 2 bath home with an open living area. This home offers a split bedroom plan with an ensuite bathroom in the primary bedroom. All walk in closets. Lots of cabinet space and a nice pantry make this a very workable kitchen. ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1144 Sq. Ft.

1701 W. Commerce Ave. Lot 131
Haines City, FL 33844

This remodeled home will pass a 4 point inspection, move it ready.

Welcome to our exclusive sale on this beautifully remodeled Homes of Merit in a vibrant 55+ active lifestyle community in Central Florida! This 2-bedroom, 2-bathroom home has been meticulously renovated in 2022 to offer the ultimate in comfort and style. ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, All Age Communities

Cypress Greens - Sun Communities

Nearby Location MatchNearby Location Match

3 Beds | 2 Baths | 1624 Sq. Ft.

258 CYPRESS WAY
Lake Alfred, FL 33850

Site # 0258 Addr: 258 CYPRESS WAY

Are you looking for a spacious 3 bedroom / 2 bath home? Then look no further. Home is located on a corner lot, nicely landscaped, with a large street facing lanai. Air conditioner is 3 years new! Living room and bedrooms are carpeted and kitchen has ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, Golf Course Living, Waterfront Living (or near)

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1320 Sq. Ft.

1701 W Commerce Ave Lot 62
Haines City, FL 33844

Will pass 4 point insurance inspection. Lawn care & rubbish included in rent.

Great Florida Living! 2B,2B New roof 2024 and PVC plumbing in 2024. Added additional concrete in 2023 for golf cart parking Completely renovated..Professionally decorated New low-e glass replacement windows. Also tinted on S & W side of home. Bathrooms ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, All Age Communities

Heartland Estates

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1152 Sq. Ft.

1701 W Commerce Ave Lot 192
Haines City, FL 33844

New Model deluxe kitchen 42" uppers and 7' long Island is a must see.

Enter this beautiful home with commanding 9' flt ceilings with generous LED recessed lighting. The open 24' x 24' floor plan with dining, living room and kitchen with White Shaker cabinets and a 7' long Island great for entertaining family and friends. ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, All Age Communities

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1447 Sq. Ft.

3000 US HWY 17/92 W LOT #623
Haines City, FL 33844

Site # 0623 Addr: 3000 US HWY 17/92 W LOT #623

Get ready to make this house your home! Coming Soon 2 Bedrooms, 2 Bathrooms, plus an extra den Covered front porch for lazy Sunday mornings and evening chats Convenient storage shed for all your outdoor gear Carport to protect your vehicle from the ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, Waterfront Living (or near)

Royal Palm Village - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1393 Sq. Ft.

3000 US HWY 17/92 W LOT #636
Haines City, FL 33844

Site # 0636 Addr: 3000 US HWY 17/92 W LOT #636

Get ready to make this house your home! Coming Soon 2 Bedrooms, 2 Bathrooms, plus an extra den Covered front porch for lazy Sunday mornings and evening chats Convenient storage shed for all your outdoor gear Carport to protect your vehicle from the ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes, Waterfront Living (or near)

Kings Pointe - Sun Communities

Nearby Location MatchNearby Location Match

2 Beds | 2 Baths | 1152 Sq. Ft.

307 Winter Garden Ct.
Lake Alfred, FL 33850

Site # 0122 Addr: 307 Winter Garden Ct.

This newly listed 2 bedroom 2 bath home has new windows and new siding and so much more. Walk into the kitchen past the formal dining area with a breakfast nook looking out the front bay windows. Large living room with a lanai at the front of the ...

Community Lifestyles: Active Retirement, 55+ Communities, Manufactured Homes

Easy Compare

Compare
X

Browse cities within Central Florida and Orlando

America's Top 100 Best Master-Planned Communities

My Saved Searches

Sign In or Create your free account to see your saved searches.

 

Welcome, Guest!   Sign InSign Up

panhandle florida northern florida upper atlantic coast and jacksonville central florida and orlando space coast tampa bay lower gulf coast florida lower atlantic coast and miami